1-Naphthalenyl[4-(pentyloxy)-1-naphthalenyl]methanone

Base Information

• Chemical Name: 1-Naphthalenyl[4-(pentyloxy)-1-naphthalenyl]methanone
• CAS No.: 432047-72-8
• Molecular Formula: C26H24O2
• Molecular Weight: 368.47
• UNII: 9XRJ6055XT
• DSSTox Substance ID: DTXSID60430920
• Nikkaji Number: J3.065.111A
• Wikipedia: CB-13
• Wikidata: Q5008954
• Pharos Ligand ID: 77VGQ9PPZWTY
• ChEMBL ID: CHEMBL244403
• Mol file: 432047-72-8.mol

Synonyms:1-naphthalenyl(4-(pentyloxy)-1-naphthalenyl)methanone;CB-13;CB13 compound;naphthalen-1-yl-(4-pentyloxynaphthalen-1-yl)methanone

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Chemical Property of 1-Naphthalenyl[4-(pentyloxy)-1-naphthalenyl]methanone

Chemical Property:

• Boiling Point: 559.78 °C at 760 mmHg
• Flash Point: 235.119 °C
• PSA: 26.30000
• Density: 1.131 g/cm³
• LogP: 6.79300
• Storage Temp.: Store at RT
• Solubility.: DMSO (Slightly)
• XLogP3: 7.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 368.177630004
• Heavy Atom Count: 28
• Complexity: 501

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCOC1=CC=C(C2=CC=CC=C21)C(=O)C3=CC=CC4=CC=CC=C43
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• Uses: CB 13 is a potent CB1/CB2?receptor agonist with limited brain penetration. Also, it is a cannabinoid derivative which has an important potential as analgesic in chronic pain.Synthetic Cannabinoids

Technology Process of 1-Naphthalenyl[4-(pentyloxy)-1-naphthalenyl]methanone

There total 8 articles about 1-Naphthalenyl[4-(pentyloxy)-1-naphthalenyl]methanone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

(4-hydroxynaphthalen-1-yl)-naphthalen-1-ylmethanone (432049-53-1) + 1-Bromopentane (110-53-2) → 1-naphthalenyl-[4-(pentoxy)-1-naphthalenyl]methanone (432047-72-8)

Guidance literature:

With potassium carbonate; In acetone; at 60 ℃; for 16h;

DOI:10.1021/jm070317a

Reference yield: 81.0%

1-pentyloxynaphthalene (108438-40-0) + naphthalene-1-carbonic acid chloride (879-18-5) → 1-naphthalenyl-[4-(pentoxy)-1-naphthalenyl]methanone (432047-72-8)

Guidance literature:

With aluminium trichloride; In toluene; at 20 ℃; for 1h;

DOI:10.1021/jm070317a

Reference yield:

naphthalene-1-carboxylic acid naphthalen-1-yl ester (94966-17-3) → 1-naphthalenyl-[4-(pentoxy)-1-naphthalenyl]methanone (432047-72-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / aluminum chloride / toluene / 16 h / 25 °C

2: 95 percent / K₂CO₃ / acetone / 16 h / 60 °C

With aluminium trichloride; potassium carbonate; In acetone; toluene; 1: Fries rearrangement;

DOI:10.1021/jm070317a

upstream raw materials:

(4-hydroxynaphthalen-1-yl)-naphthalen-1-ylmethanone

1-Bromopentane

1-pentyloxynaphthalene

naphthalene-1-carbonic acid chloride